Thermal or mechanical stimuli-induced photoluminescence color change of a molecular assembly composed of an amphiphilic anthracene derivative in water

Yoshimitsu Sagara, Toru Komatsu, Takuya Terai, Tasuku Ueno, Kenjiro Hanaoka, Takashi Kato, Tetsuo Nagano

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

Molecular assemblies that change photoluminescence color in response to thermal or mechanical stimulation without dissociation into the monomeric states in water are described herein. A dumbbell-shaped amphiphilic compound forms micellar molecular assemblies in water and exhibits yellow photoluminescence derived from excimer formation of the luminescent core, which contains a 2,6-diethynylanthracene moiety. Annealing of the aqueous solution induces a photoluminescence color change from yellow to green (λ em, max=558→525nm). The same photoluminescence color change is also achieved by rubbing the yellow-photoluminescence-emitting molecular assemblies adsorbed on glass substrates with cotton wool in water. The observed green photoluminescence is ascribed to micelles that are distinct from the yellow-photoluminescence-emitting micelles, on the basis of transmission electron microscopy observations, atomic force microscopy observations, and dynamic light scattering measurements. We examined the relationship between the structure of the molecular assemblies and the photophysical properties of the anthracene derivative in water before and after thermal or mechanical stimulation and concluded that thermal or mechanical stimuli-induced slight changes of the molecular-assembled structures in the micelles result in the change in the photoluminescence color from yellow to green in water.

Original languageEnglish
Pages (from-to)10397-10403
Number of pages7
JournalChemistry - A European Journal
Volume20
Issue number33
DOIs
Publication statusPublished - 2014 Aug 11
Externally publishedYes

Keywords

  • luminescence
  • micelles
  • self-assembly
  • stimuli-responsive materials
  • supramolecular chemistry

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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